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Sigma-Aldrich

4(3H)-Pyrimidinone

≥98.0% (NT)

Synonym(s):

4(3H)-Pyrimidone, 4-Hydroxypyrimidine, 4-Pyrimidinol

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O
CAS Number:
4562-27-0
Molecular Weight:
96.09
Beilstein/REAXYS Number:
609975
EC Number:
224-932-4
MDL number:
MFCD00167178
UNSPSC Code:
12352100
PubChem Substance ID:
57651580
NACRES:
NA.22

assay

≥98.0% (NT)

form

solid

mp

163-167 °C
166-169 °C (lit.)

SMILES string

O=C1C=CNC=N1

InChI

1S/C4H4N2O/c7-4-1-2-5-3-6-4/h1-3H,(H,5,6,7)

InChI key

DNCYBUMDUBHIJZ-UHFFFAOYSA-N

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Raquel Sanchez et al.
Journal of the American Chemical Society, 129(19), 6287-6290 (2007-04-24)
4-Hydroxypyrimidine (4HP) has two conformational forms (the hydroxyl hydrogen cis or trans with respect to the adjacent nitrogen), which are in tautomeric equilibrium with two ketonic forms, 4-pyrimidinone (4PO) and 6-pyrimidinone (6PO). We have investigated the free jet absorption millimeterwave
C M Harris et al.
The Journal of biological chemistry, 272(36), 22514-22525 (1997-09-05)
Isolated from bovine milk, xanthine oxidase (XO) and xanthine dehydrogenase (XDH) are two interconvertible forms of the same protein, differing in the number of protein cysteines versus cystines. Most differences between XO and XDH are localized to the FAD center
Barbara M Giuliano et al.
The journal of physical chemistry. A, 114(48), 12725-12730 (2010-11-10)
The keto-enol tautomerism of 4-hydroxypyrimidine and of the related molecules S-methyl-2-thiouracil and 2-thiouracil has been investigated using synchrotron-based techniques. The populations of the constituent tautomers and thermodynamic parameters have been obtained by analysis of core-level photoemission spectra. The effect of
Aleem Gangjee et al.
Bioorganic & medicinal chemistry, 18(10), 3575-3587 (2010-04-21)
A series of eight N(4)-phenylsubstituted-6-(2,4-dichlorophenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamines 8-15 were synthesized as vascular endothelial growth factor receptor-2 (VEGFR-2) inhibitors with varied substitutions in the phenyl ring of the 4-anilino moiety. In addition, five N(4)-phenylsubstituted-6-phenylmethylsubstituted-7H-pyrrolo[2,3-d]pyrimidin-4-amines 16-20 were synthesized to evaluate the importance of the

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